"For simple beauty, Cape Breton outrivals them all." So said Alexander Graham Bell of the island he adopted as his home. Rich with Celtic, Mi'kmaq and Acadian heritage, Cape Breton is a delight for history buffs, music lovers and explorers of nature. Immerse yourself in 18th-century life at the Fortress of Louisbourg, explore the winding roads and Atlantic vistas of the Cabot Trail, and seek out a local Ceilidh for a lively and rousing experience.

Baddeck, on Cape Breton Island, is a great base for the Cabot Trail, Cape Breton Highlands National Park and Louisbourg’s fortress. Easily explored on foot, Baddeck’s sole street offers an appealing array of accommodation, restaurants and stores and lovely views of Bras d’Or Lake. Take a kayak tour on the North River, visit Kidston Lighthouse or hike the national park’s trails, cliffs and coves. Back in the town, don’t miss the museum devoted to famed inventor Alexander Graham Bell.

You've got to walk the Freedom Trail the first time you visit Boston. That's just a given. Make sure you step off the line on the pavement, though, and explore some of Boston's fine museums (try the Gardner—art masterpieces displayed in their collector's mansion) and old neighbourhoods (like the North End, where you can get the best cannoli this side of Italy). You can't claim to have experienced real Boston culture, though, unless you've watched a Red Sox game from the bleachers.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavour. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

Ottawa is a compact, clean, cleverly planned centre of culture and politics. And it's an ideal choice for a weekend getaway. Start downtown at the architecturally stunning National Gallery of Canada, and don't miss the Canadian Nature Museum and the National Aviation Museum. Rideau Canal offers boating in the summer and ice-skating in the winter. Gatineau Park attracts cyclists and walkers, while Byward Market blends old and new Ottawa.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

We won't lie: Niagara Falls is uber-touristy. There are wax museums and a Ripley's Believe It or Not Museum, and if it's a fast-food chain, you can probably find it here. But even the most jaded hipster shouldn't pass up a chance to visit this town, because the Falls themselves are spectacular.

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.

With Cascade Mountain to the north and Sulphur Mountain to the south, the town of Banff boasts a magnificent Canadian Rocky Mountain setting. Travellers are spoiled for choice by the irresistible combination of luxury lodges, perfect powder, renowned restaurants and energetic nightlife on offer. With both summer and winter appeal, Banff lures visitors to its stores, spas and slopes year-round.

What happens when a "gassy" Englishman rows into town feeling thirsty? A pub is born. And from that a city—in this case Vancouver. Though the pubs are plentiful, food and drink aren’t the only things to take in during your trip. In its 150 years, Vancouver has grown into a cosmopolitan city nestled in the great outdoors. Enjoy the snow-capped mountains, waterfront forests, cityside beaches, Olympic history and the world’s highest suspension bridge. Hipsters welcome. (Don’t worry, they don’t bite.)